Natural Product: NPC473815

Natural Product ID:  NPC473815
Common Name:   Phaitanthrins B
IUPAC Name:   methyl 2-(6-hydroxy-12-oxoindolo[2,1-b]quinazolin-6-yl)acetate
Synonyms:   phaitanthrins B
Molecular Formula:   C18H14N2O4
Standard InCHIKey:  CGMNLIDQBYRXFP-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C18H14N2O4/c1-24-15(21)10-18(23)12-7-3-5-9-14(12)20-16(22)11-6-2-4-8-13(11)19-17(18)20/h2-9,23H,10H2,1H3
Canonical SMILES:  COC(=O)CC1(O)c2nc3ccccc3c(=O)n2c2c1cccc2
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO4147 Phaius mishmensis Species Orchidaceae Eukaryota PMID[18507473]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens IC50 > 50000 nM 23543830
NPT397 Cell Line NCI-H460 Homo sapiens IC50 > 50000 nM 20038627
NPT395 Cell Line SF-268 Homo sapiens IC50 > 50000 nM 16643049

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC473815 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9281 High Similarity NPC475594
0.9226 High Similarity NPC475607
0.9172 High Similarity NPC474081
0.9006 High Similarity NPC474041
0.9006 High Similarity NPC475761
0.8629 High Similarity NPC475685
0.8087 Intermediate Similarity NPC150308
0.7889 Intermediate Similarity NPC470548
0.7861 Intermediate Similarity NPC471196
0.7861 Intermediate Similarity NPC471195
0.7853 Intermediate Similarity NPC471130
0.7842 Intermediate Similarity NPC470787
0.7842 Intermediate Similarity NPC472539
0.7842 Intermediate Similarity NPC472540
0.7841 Intermediate Similarity NPC88970
0.7835 Intermediate Similarity NPC295548
0.7806 Intermediate Similarity NPC470786
0.7801 Intermediate Similarity NPC472542
0.7801 Intermediate Similarity NPC472541
0.7755 Intermediate Similarity NPC225400
0.7723 Intermediate Similarity NPC244425
0.7723 Intermediate Similarity NPC15384
0.7716 Intermediate Similarity NPC471155
0.7716 Intermediate Similarity NPC472538
0.7677 Intermediate Similarity NPC270241
0.7635 Intermediate Similarity NPC471197
0.7598 Intermediate Similarity NPC471198
0.7542 Intermediate Similarity NPC476231
0.7515 Intermediate Similarity NPC207554
0.75 Intermediate Similarity NPC285192
0.7446 Intermediate Similarity NPC177261
0.7427 Intermediate Similarity NPC248601
0.7389 Intermediate Similarity NPC27904
0.7358 Intermediate Similarity NPC92803
0.7356 Intermediate Similarity NPC324445
0.7344 Intermediate Similarity NPC18890
0.7278 Intermediate Similarity NPC300299
0.7264 Intermediate Similarity NPC314648
0.7228 Intermediate Similarity NPC182131
0.7213 Intermediate Similarity NPC189116
0.7192 Intermediate Similarity NPC243850
0.7175 Intermediate Similarity NPC300596
0.7175 Intermediate Similarity NPC237649
0.7172 Intermediate Similarity NPC471199
0.7151 Intermediate Similarity NPC83214
0.7143 Intermediate Similarity NPC313796
0.7143 Intermediate Similarity NPC313345
0.7143 Intermediate Similarity NPC154478
0.7143 Intermediate Similarity NPC315638
0.7143 Intermediate Similarity NPC314855
0.7135 Intermediate Similarity NPC472115
0.7135 Intermediate Similarity NPC472114
0.7112 Intermediate Similarity NPC355
0.7111 Intermediate Similarity NPC295021
0.7108 Intermediate Similarity NPC315545
0.7108 Intermediate Similarity NPC314297
0.71 Intermediate Similarity NPC106118
0.7087 Intermediate Similarity NPC314834
0.7081 Intermediate Similarity NPC471124
0.7077 Intermediate Similarity NPC221873
0.7071 Intermediate Similarity NPC198401
0.7047 Intermediate Similarity NPC471742
0.7039 Intermediate Similarity NPC144691
0.703 Intermediate Similarity NPC471944
0.7027 Intermediate Similarity NPC313757
0.7021 Intermediate Similarity NPC318183
0.701 Intermediate Similarity NPC322621
0.7 Intermediate Similarity NPC129624
0.6995 Remote Similarity NPC211525
0.6995 Remote Similarity NPC153694
0.6974 Remote Similarity NPC282092
0.6957 Remote Similarity NPC471122
0.6952 Remote Similarity NPC278887
0.6941 Remote Similarity NPC314098
0.6941 Remote Similarity NPC316746
0.694 Remote Similarity NPC84317
0.6935 Remote Similarity NPC204867
0.6923 Remote Similarity NPC471132
0.6914 Remote Similarity NPC242933
0.6901 Remote Similarity NPC207428
0.6898 Remote Similarity NPC470069
0.6898 Remote Similarity NPC52059
0.6875 Remote Similarity NPC43477
0.6866 Remote Similarity NPC97100
0.6866 Remote Similarity NPC473375
0.6865 Remote Similarity NPC310403
0.6865 Remote Similarity NPC97380
0.6865 Remote Similarity NPC243673
0.6865 Remote Similarity NPC63210
0.6865 Remote Similarity NPC263709
0.6865 Remote Similarity NPC148468
0.686 Remote Similarity NPC16249
0.6845 Remote Similarity NPC113056
0.6845 Remote Similarity NPC138293
0.6839 Remote Similarity NPC475094
0.6839 Remote Similarity NPC321211
0.6823 Remote Similarity NPC471743
0.6821 Remote Similarity NPC253476
0.6821 Remote Similarity NPC470317
0.6812 Remote Similarity NPC471191
0.6806 Remote Similarity NPC298851
0.6806 Remote Similarity NPC181138
0.6806 Remote Similarity NPC210415
0.6806 Remote Similarity NPC220851
0.6806 Remote Similarity NPC21752
0.6806 Remote Similarity NPC276993
0.6806 Remote Similarity NPC293255
0.68 Remote Similarity NPC122553
0.6791 Remote Similarity NPC293458
0.6791 Remote Similarity NPC472117
0.6786 Remote Similarity NPC245741
0.6786 Remote Similarity NPC203635
0.6786 Remote Similarity NPC97584
0.6784 Remote Similarity NPC5630
0.678 Remote Similarity NPC2823
0.6771 Remote Similarity NPC13367
0.676 Remote Similarity NPC314186
0.675 Remote Similarity NPC203628
0.6746 Remote Similarity NPC205946
0.6736 Remote Similarity NPC84347
0.6735 Remote Similarity NPC243058
0.672 Remote Similarity NPC123241
0.6717 Remote Similarity NPC90415
0.6715 Remote Similarity NPC165599
0.6715 Remote Similarity NPC317572
0.6704 Remote Similarity NPC308197
0.6703 Remote Similarity NPC161827
0.6702 Remote Similarity NPC199737
0.6701 Remote Similarity NPC14849
0.6701 Remote Similarity NPC285923
0.67 Remote Similarity NPC313293
0.6699 Remote Similarity NPC244741
0.6686 Remote Similarity NPC226662
0.6685 Remote Similarity NPC478039
0.6685 Remote Similarity NPC259678
0.6684 Remote Similarity NPC36495
0.6682 Remote Similarity NPC157931
0.6667 Remote Similarity NPC131450
0.6667 Remote Similarity NPC29285
0.6667 Remote Similarity NPC256268
0.6667 Remote Similarity NPC147298
0.6667 Remote Similarity NPC182057
0.6667 Remote Similarity NPC141454
0.6667 Remote Similarity NPC89508
0.6652 Remote Similarity NPC471762
0.6651 Remote Similarity NPC312645
0.665 Remote Similarity NPC221687
0.665 Remote Similarity NPC477159
0.6649 Remote Similarity NPC143457
0.6649 Remote Similarity NPC476441
0.6633 Remote Similarity NPC298320
0.6633 Remote Similarity NPC291759
0.6633 Remote Similarity NPC39822
0.6632 Remote Similarity NPC299582
0.6629 Remote Similarity NPC472243
0.6628 Remote Similarity NPC197680
0.6628 Remote Similarity NPC259098
0.662 Remote Similarity NPC6865
0.662 Remote Similarity NPC153980
0.662 Remote Similarity NPC127996
0.6619 Remote Similarity NPC478075
0.6618 Remote Similarity NPC303214
0.6618 Remote Similarity NPC232600
0.6617 Remote Similarity NPC45389
0.6615 Remote Similarity NPC219848
0.6615 Remote Similarity NPC469915
0.6615 Remote Similarity NPC472118
0.6615 Remote Similarity NPC186669
0.6612 Remote Similarity NPC242000
0.6605 Remote Similarity NPC471192
0.6603 Remote Similarity NPC132539
0.6599 Remote Similarity NPC475962
0.6598 Remote Similarity NPC248862
0.6598 Remote Similarity NPC328611
0.6597 Remote Similarity NPC214960
0.6597 Remote Similarity NPC279527
0.6591 Remote Similarity NPC173295
0.659 Remote Similarity NPC194562
0.6587 Remote Similarity NPC57398
0.6584 Remote Similarity NPC28510
0.6583 Remote Similarity NPC52262
0.6583 Remote Similarity NPC133591
0.658 Remote Similarity NPC292265
0.6577 Remote Similarity NPC66777
0.6573 Remote Similarity NPC72956
0.6573 Remote Similarity NPC181527
0.6569 Remote Similarity NPC476205
0.6569 Remote Similarity NPC476129
0.6569 Remote Similarity NPC476206
0.6569 Remote Similarity NPC476207
0.6569 Remote Similarity NPC476212
0.6569 Remote Similarity NPC476257
0.6569 Remote Similarity NPC259791
0.6569 Remote Similarity NPC476256
0.6569 Remote Similarity NPC202812
0.6561 Remote Similarity NPC474058
0.6561 Remote Similarity NPC225319
0.6561 Remote Similarity NPC93653
0.6553 Remote Similarity NPC474916
0.655 Remote Similarity NPC207033

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC473815 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.768 Intermediate Similarity NPD1165 Clinical (unspecified phase)
0.7632 Intermediate Similarity NPD5042 Phase 1
0.7398 Intermediate Similarity NPD5856 Discontinued
0.7316 Intermediate Similarity NPD5923 Phase 1
0.7305 Intermediate Similarity NPD1919 Approved
0.7305 Intermediate Similarity NPD1920 Approved
0.7232 Intermediate Similarity NPD2737 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD4412 Phase 2
0.7188 Intermediate Similarity NPD6557 Phase 2
0.7113 Intermediate Similarity NPD8103 Clinical (unspecified phase)
0.7102 Intermediate Similarity NPD6017 Discontinued
0.7088 Intermediate Similarity NPD5715 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD1625 Approved
0.7085 Intermediate Similarity NPD5515 Phase 2
0.7079 Intermediate Similarity NPD4888 Discontinued
0.7059 Intermediate Similarity NPD6260 Discontinued
0.7044 Intermediate Similarity NPD3802 Phase 3
0.7029 Intermediate Similarity NPD2365 Approved
0.7026 Intermediate Similarity NPD4515 Suspended
0.6989 Remote Similarity NPD2820 Phase 3
0.6989 Remote Similarity NPD5430 Discontinued
0.6983 Remote Similarity NPD4161 Discontinued
0.6983 Remote Similarity NPD4939 Clinical (unspecified phase)
0.6977 Remote Similarity NPD2791 Discontinued
0.6934 Remote Similarity NPD7878 Phase 2
0.6931 Remote Similarity NPD3776 Discontinued
0.6919 Remote Similarity NPD2506 Approved
0.6911 Remote Similarity NPD8022 Clinical (unspecified phase)
0.6893 Remote Similarity NPD4430 Phase 2
0.6891 Remote Similarity NPD5445 Approved
0.6884 Remote Similarity NPD7570 Approved
0.6884 Remote Similarity NPD7569 Approved
0.6884 Remote Similarity NPD8146 Phase 2
0.6881 Remote Similarity NPD4987 Clinical (unspecified phase)
0.6878 Remote Similarity NPD3376 Clinical (unspecified phase)
0.6866 Remote Similarity NPD7186 Phase 3
0.6857 Remote Similarity NPD1626 Approved
0.6845 Remote Similarity NPD3947 Discontinued
0.6839 Remote Similarity NPD3782 Discontinued
0.6836 Remote Similarity NPD1189 Approved
0.6834 Remote Similarity NPD2336 Approved
0.6832 Remote Similarity NPD5003 Discontinued
0.683 Remote Similarity NPD7560 Approved
0.6828 Remote Similarity NPD4311 Approved
0.6818 Remote Similarity NPD7855 Clinical (unspecified phase)
0.6814 Remote Similarity NPD6805 Discontinued
0.6812 Remote Similarity NPD7174 Clinical (unspecified phase)
0.6812 Remote Similarity NPD4901 Clinical (unspecified phase)
0.6811 Remote Similarity NPD212 Discontinued
0.6809 Remote Similarity NPD7591 Clinical (unspecified phase)
0.6804 Remote Similarity NPD4330 Approved
0.6804 Remote Similarity NPD4329 Approved
0.68 Remote Similarity NPD5937 Approved
0.6796 Remote Similarity NPD7205 Discontinued
0.6796 Remote Similarity NPD4942 Approved
0.6788 Remote Similarity NPD3792 Approved
0.6788 Remote Similarity NPD3755 Clinical (unspecified phase)
0.6774 Remote Similarity NPD2427 Approved
0.6773 Remote Similarity NPD6199 Discontinued
0.6771 Remote Similarity NPD3423 Phase 2
0.6771 Remote Similarity NPD3422 Phase 3
0.6771 Remote Similarity NPD5466 Approved
0.6769 Remote Similarity NPD3990 Phase 3
0.6768 Remote Similarity NPD4948 Discontinued
0.6762 Remote Similarity NPD5860 Discontinued
0.6761 Remote Similarity NPD7439 Clinical (unspecified phase)
0.675 Remote Similarity NPD5504 Discontinued
0.6746 Remote Similarity NPD6486 Approved
0.6746 Remote Similarity NPD7232 Discontinued
0.6746 Remote Similarity NPD6487 Approved
0.6739 Remote Similarity NPD5086 Approved
0.6737 Remote Similarity NPD2037 Approved
0.6734 Remote Similarity NPD4334 Discontinued
0.673 Remote Similarity NPD4493 Discontinued
0.6729 Remote Similarity NPD3949 Clinical (unspecified phase)
0.672 Remote Similarity NPD7011 Discontinued
0.6718 Remote Similarity NPD3989 Phase 3
0.6703 Remote Similarity NPD7463 Clinical (unspecified phase)
0.6701 Remote Similarity NPD721 Approved
0.6701 Remote Similarity NPD4092 Approved
0.67 Remote Similarity NPD2565 Phase 2
0.67 Remote Similarity NPD2564 Approved
0.67 Remote Similarity NPD2307 Discontinued
0.67 Remote Similarity NPD5411 Discontinued
0.6698 Remote Similarity NPD7225 Discontinued
0.6685 Remote Similarity NPD1524 Phase 1
0.6682 Remote Similarity NPD4900 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2387 Approved
0.6667 Remote Similarity NPD1541 Approved
0.6667 Remote Similarity NPD3774 Approved
0.6667 Remote Similarity NPD3773 Approved
0.6667 Remote Similarity NPD7552 Discontinued
0.6667 Remote Similarity NPD2869 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3775 Approved
0.6667 Remote Similarity NPD5077 Approved
0.6667 Remote Similarity NPD5076 Approved
0.6667 Remote Similarity NPD3780 Phase 2
0.6667 Remote Similarity NPD6163 Clinical (unspecified phase)
0.6667 Remote Similarity NPD951 Approved
0.6667 Remote Similarity NPD3997 Approved
0.6667 Remote Similarity NPD3998 Approved
0.6667 Remote Similarity NPD3999 Approved
0.665 Remote Similarity NPD6608 Clinical (unspecified phase)
0.6649 Remote Similarity NPD2404 Discontinued
0.6649 Remote Similarity NPD4091 Approved
0.6648 Remote Similarity NPD6414 Clinical (unspecified phase)
0.6636 Remote Similarity NPD3783 Clinical (unspecified phase)
0.6636 Remote Similarity NPD5433 Clinical (unspecified phase)
0.6632 Remote Similarity NPD3377 Discontinued
0.663 Remote Similarity NPD1230 Approved
0.6615 Remote Similarity NPD3991 Approved
0.6615 Remote Similarity NPD3994 Approved
0.6615 Remote Similarity NPD3993 Approved
0.6615 Remote Similarity NPD3996 Approved
0.6615 Remote Similarity NPD7587 Clinical (unspecified phase)
0.6615 Remote Similarity NPD3992 Approved
0.6615 Remote Similarity NPD3995 Approved
0.661 Remote Similarity NPD2670 Approved
0.6603 Remote Similarity NPD5901 Discontinued
0.6602 Remote Similarity NPD6874 Approved
0.66 Remote Similarity NPD6891 Phase 2
0.6598 Remote Similarity NPD2359 Approved
0.6598 Remote Similarity NPD3522 Approved
0.6596 Remote Similarity NPD7599 Phase 2
0.659 Remote Similarity NPD3258 Approved
0.6588 Remote Similarity NPD4082 Approved
0.6585 Remote Similarity NPD3828 Approved
0.6584 Remote Similarity NPD4370 Phase 3
0.6584 Remote Similarity NPD6659 Phase 2
0.6582 Remote Similarity NPD3239 Clinical (unspecified phase)
0.658 Remote Similarity NPD2431 Approved
0.658 Remote Similarity NPD2432 Approved
0.6578 Remote Similarity NPD7551 Clinical (unspecified phase)
0.6578 Remote Similarity NPD2836 Approved
0.6578 Remote Similarity NPD7550 Clinical (unspecified phase)
0.6578 Remote Similarity NPD6855 Clinical (unspecified phase)
0.6578 Remote Similarity NPD6142 Phase 3
0.6578 Remote Similarity NPD6395 Phase 2
0.6578 Remote Similarity NPD6396 Clinical (unspecified phase)
0.6573 Remote Similarity NPD6567 Clinical (unspecified phase)
0.6571 Remote Similarity NPD1527 Phase 2
0.6571 Remote Similarity NPD7001 Phase 3
0.6566 Remote Similarity NPD3253 Clinical (unspecified phase)
0.6564 Remote Similarity NPD2083 Clinical (unspecified phase)
0.6564 Remote Similarity NPD4938 Phase 2
0.6564 Remote Similarity NPD2361 Approved
0.6564 Remote Similarity NPD7677 Discontinued
0.6562 Remote Similarity NPD2455 Approved
0.6562 Remote Similarity NPD2454 Approved
0.6557 Remote Similarity NPD5593 Approved
0.6557 Remote Similarity NPD1801 Approved
0.6557 Remote Similarity NPD1802 Approved
0.6557 Remote Similarity NPD5594 Approved
0.6552 Remote Similarity NPD4315 Phase 2
0.6548 Remote Similarity NPD3227 Phase 2
0.6528 Remote Similarity NPD7795 Phase 2
0.6528 Remote Similarity NPD7167 Discontinued
0.6526 Remote Similarity NPD3893 Discontinued
0.6524 Remote Similarity NPD7072 Phase 2
0.6524 Remote Similarity NPD6987 Phase 1
0.6522 Remote Similarity NPD979 Approved
0.6522 Remote Similarity NPD4946 Phase 2
0.652 Remote Similarity NPD7429 Clinical (unspecified phase)
0.6515 Remote Similarity NPD3471 Approved
0.6515 Remote Similarity NPD3470 Approved
0.6514 Remote Similarity NPD5496 Approved
0.6513 Remote Similarity NPD5919 Clinical (unspecified phase)
0.6507 Remote Similarity NPD956 Clinical (unspecified phase)
0.65 Remote Similarity NPD9477 Approved
0.6498 Remote Similarity NPD3805 Clinical (unspecified phase)
0.6497 Remote Similarity NPD5398 Clinical (unspecified phase)
0.6495 Remote Similarity NPD683 Approved
0.6488 Remote Similarity NPD5975 Clinical (unspecified phase)
0.6486 Remote Similarity NPD5748 Phase 2
0.6481 Remote Similarity NPD3257 Approved
0.648 Remote Similarity NPD700 Approved
0.648 Remote Similarity NPD13 Approved
0.648 Remote Similarity NPD697 Approved
0.648 Remote Similarity NPD12 Approved
0.648 Remote Similarity NPD699 Approved
0.6477 Remote Similarity NPD1595 Approved
0.6477 Remote Similarity NPD2844 Phase 3
0.6477 Remote Similarity NPD1594 Phase 3
0.6477 Remote Similarity NPD6457 Approved
0.6474 Remote Similarity NPD7600 Phase 2
0.6473 Remote Similarity NPD7778 Approved
0.6473 Remote Similarity NPD7777 Approved
0.6473 Remote Similarity NPD53 Approved
0.6471 Remote Similarity NPD3229 Phase 2
0.6465 Remote Similarity NPD7178 Clinical (unspecified phase)
0.6465 Remote Similarity NPD4492 Approved
0.6465 Remote Similarity NPD6878 Phase 2
0.6465 Remote Similarity NPD3918 Approved
0.6465 Remote Similarity NPD3917 Approved
0.6465 Remote Similarity NPD7014 Clinical (unspecified phase)
0.6465 Remote Similarity NPD3916 Clinical (unspecified phase)
0.6465 Remote Similarity NPD4494 Approved
0.6465 Remote Similarity NPD6879 Phase 2
0.6462 Remote Similarity NPD6518 Discontinued
0.6457 Remote Similarity NPD6292 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   24970643
ChEMBL   CHEMBL452546
ZINC  

Physicochemical Properties

Molecular Weight:  322.10
ALogP:  -1.2993
MLogP:  2.78
XLogP:  3.024
# Rotatable Bonds:  5
Polar Surface Area:  79.2
# H-Bond Aceptor:  6
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  24

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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